Category: 7720-39-0

In 2019,Angewandte Chemie, International Edition included an article by Hedges, Jason B.; Ryan, Katherine S.. Category: imidazoles-derivatives. The article was titled 《In vitro reconstitution of the biosynthetic pathway to the nitroimidazole antibiotic azomycin》. The information in the text is summarized as follows:

Nitroimidazoles are one of the most effective ways to treat anaerobic bacterial infections. Synthetic nitroimidazoles are inspired by the structure of azomycin, isolated from Streptomyces eurocidicus in 1953. Despite its foundational role, no biosynthetic gene cluster for azomycin has been found. Guided by bioinformatics, we identified a cryptic biosynthetic gene cluster in Streptomyces cattleya and then carried out in vitro reconstitution to deduce the enzymic steps in the pathway linking L-arginine to azomycin. The gene cluster we discovered is widely distributed among soil-dwelling actinobacteria and proteobacteria, suggesting that azomycin and related nitroimidazoles may play important ecol. roles. Our work sets the stage for development of biocatalytic approaches to generate azomycin and related nitroimidazoles. In the experiment, the researchers used many compounds, for example, 1H-Imidazol-2-amine(cas: 7720-39-0Category: imidazoles-derivatives)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of C3H5N3In 2021 ,《Prebiotic Phosphorylation and Concomitant Oligomerization of Deoxynucleosides to form DNA》 appeared in Angewandte Chemie, International Edition. The author of the article were Jimenez, Eddy I.; Gibard, Clementine; Krishnamurthy, Ramanarayanan. The article conveys some information:

Recent demonstrations of RNA-DNA chimeras (RDNA) enabling RNA and DNA replication, coupled with prebiotic co-synthesis of deoxyribo- and ribo-nucleotides, have resurrected the hypothesis of co-emergence of RNA and DNA. As further support, we show that diamidophosphate (DAP) with 2-aminoimidazole (amido)phosphorylates and oligomerizes deoxynucleosides to form DNA-under conditions similar to those of ribonucleosides. The pyrimidine deoxynucleoside 5′-O-amidophosphates are formed in good (≈60 %) yields. Intriguingly, the presence of pyrimidine deoxynucleos(t)ides increased the yields of purine deoxynucleotides (≈20 %). Concomitantly, oligomerization (≈18-31 %) is observed with predominantly 3′,5′-phosphodiester DNA linkages, and some (<5 %) pyrophosphates. Combined with previous observations of DAP-mediated chemistries and the constructive role of RDNA chimeras, the results reported here help set the stage for systematic investigation of a systems chem. approach of RNA-DNA co-evolution. In the experiment, the researchers used 1H-Imidazol-2-amine(cas: 7720-39-0Synthetic Route of C3H5N3)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Synthetic Route of C3H5N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,European Journal of Medicinal Chemistry included an article by Hogendorf, Adam S.; Hogendorf, Agata; Kurczab, Rafal; Kalinowska-Tluscik, Justyna; Popik, Piotr; Nikiforuk, Agnieszka; Krawczyk, Martyna; Satala, Grzegorz; Lenda, Tomasz; Knutelska, Joanna; Bugno, Ryszard; Staron, Jakub; Pietrus, Wojciech; Matloka, Mikolaj; Dubiel, Krzysztof; Moszczynski-Petkowski, Rafal; Pieczykolan, Jerzy; Wieczorek, Maciej; Pilarski, Boguslaw; Zajdel, Pawel; Bojarski, Andrzej J.. Recommanded Product: 1H-Imidazol-2-amine. The article was titled 《2-Aminoimidazole-based antagonists of the 5-HT6 receptor – A new concept in aminergic GPCR ligand design》. The information in the text is summarized as follows:

A new strategy in the design of aminergic GPCR ligands is proposed – the use of aromatic, heterocyclic basic moieties in place of the evergreen piperazine or alicyclic and aliphatic amines. This hypothesis has been tested using a benchmark series of 5-HT6R antagonists obtained by coupling variously substituted 2-aminoimidazole moieties to the well established 1-benzenesulfonyl-1H-indoles, which served as the ligands cores. The crystallog. studies revealed that upon protonation, the 2-aminoimidazole fragment triggers a resonance driven conformational change leading to a form of higher affinity. This mol. switch may be responsible for the observed differences in 5-HT6R activity of the studied chemotypes with different amine-like fragments. Considering the multiple functionalization sites of the embedded guanidine fragment, diverse libraries were constructed, and the relationships between the structure and activity, metabolic stability, and solubility were established. Compounds from the N-(1H-imidazol-2-yl)acylamide chemotype (10a-z) exhibited high affinity for 5-HT6R and very high selectivity over 5-HT1A, 5-HT2A, 5-HT7 and D2 receptors (negligible binding), which was attributed to their very weak basicity. The lead compound in the series 4-methyl-5-[1-(naphthalene-1-sulfonyl)-1H-indol-3-yl]-1H-imidazol-2-amine (9i) was shown to reverse the cognitive impairment caused by the administration of scopolamine in rats indicating procognitive potential. In the experiment, the researchers used 1H-Imidazol-2-amine(cas: 7720-39-0Recommanded Product: 1H-Imidazol-2-amine)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Recommanded Product: 1H-Imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Category: imidazoles-derivativesIn 2017 ,《Polysubstituted 2-aminoimidazoles as anti-biofilm and antiproliferative agents: Discovery of potent lead》 appeared in European Journal of Medicinal Chemistry. The author of the article were Gill, Rupinder Kaur; Kumar, Virender; Robijns, Stijn C. A.; Steenackers, Hans P. L.; Van der Eycken, Erik V.; Bariwal, Jitender. The article conveys some information:

Most of the human bacterial infections are associated with the biofilm formation and the natural tolerance of biofilms to antibiotics challenges treatment. Because of their low immunity, cancer patients are especially susceptible to bacterial infections. Compounds with anti-biofilm activity could therefore become a useful adjunct to chemotherapy, in particular if they also show antiproliferative activities. Taking this into consideration and as a result of continuous interest in 2-aminoimidazole derivatives, a series of novel polysubstituted 2-aminoimidazoles, e.g. I, was designed and synthesized. The compounds were evaluated against a panel of three bacterial strains for their biofilm and planktonic growth inhibitory activity and most of them show promising results. Furthermore, the synthesized compounds were evaluated against various cancer cell lines and almost all the compounds were found to possess potent antiproliferative activity. The substitution pattern at the C-4 position and the aryl carboxamide ring at the N-1 position have major effects on the biofilm inhibitory and antiproliferative activity. Especially, the introduction of a p-Me group at the carboxamide ring remarkably enhances both the anti-biofilm and antiproliferative activity. Two potent compounds were further studied for their antiproliferative activity and a flow cytometer-based cell cycle experiment was performed, which revealed their capability to induce G2/M phase cell cycle arrest. Based on these results, these two new compounds having potential to target both cancer proliferation and microbial biofilms might be used in single drug monotherapy. The experimental process involved the reaction of 1H-Imidazol-2-amine(cas: 7720-39-0Category: imidazoles-derivatives)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Computational & Theoretical Chemistry included an article by Rashid, Al Mamunur Md.; Cho, Soo Gyeong; Choi, Cheol Ho. Formula: C3H5N3. The article was titled 《Heat of formation prediction by G4MP2-SFM schemes: An application to various nitroazole derivatives》. The information in the text is summarized as follows:

Our G4MP2-SFM parameterization schemes have been applied to the various azole derivatives including imidazole, triazole, tetrazole, imidazolidine, [1,2,4]triazolo[4,3-a][1,3,5]triazine, tetrazine and pyrimidine, in order to establish a set of parameters for the reliable and fast heat of formation (ΔHof) predictions. It is shown that a parameterization on such complex systems is possible, yielding an overall mean absolute deviation (MAD) and root mean square deviation (RMSD) to be 3.5kcal/mol and 4.3kcal/mol, resp. compared to full G4MP2. During the development of the parameters, we have found that nonbonded interactions are very important to predict the ΔHof of high energy materials (HEMs). While both mol. weight and the number of NO2 substituents rarely affect the ΔHof magnitude, the geometric configurations and the number of heteroatoms in the azole ring significantly change it. In the experimental materials used by the author, we found 1H-Imidazol-2-amine(cas: 7720-39-0Formula: C3H5N3)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Formula: C3H5N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Potentially Prebiotic Activation Chemistry Compatible with Nonenzymatic RNA Copying》 was written by Zhang, Stephanie J.; Duzdevich, Daniel; Szostak, Jack W.. Application of 7720-39-0 And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

The nonenzymic replication of RNA may have enabled the propagation of genetic information during the origin of life. RNA copying can be initiated in the laboratory with chem. activated nucleotides, but continued copying requires a source of chem. energy for in situ nucleotide activation. Recent work has illuminated a potentially prebiotic cyanosulfidic chem. that activates nucleotides, but its application to nonenzymic RNA copying had not been demonstrated. Here, we report a novel pathway that activates RNA nucleotides in a manner compatible with template-directed nonenzymic copying. We show that this pathway, which we refer to as bridge-forming activation, selectively yields the reactive imidazolium-bridged dinucleotide intermediate required for copying. Our results will enable more realistic simulations of RNA propagation based on continuous in situ nucleotide activation. In addition to this study using 1H-Imidazol-2-amine, there are many other studies that have used 1H-Imidazol-2-amine(cas: 7720-39-0Application of 7720-39-0) was used in this study.

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Application of 7720-39-0

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of C3H5N3In 2017 ,《Pyridine-pyrimidine amides that prevent HGF-induced epithelial scattering by two distinct mechanisms》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Siddiqui-Jain, Adam; Hoj, Jacob P.; Hargiss, J. Blade; Hoj, Taylor H.; Payne, Carter J.; Ritchie, Collin A.; Herron, Steven R.; Quinn, Colette; Schuler, Jeffrey T.; Hansen, Marc D. H.. The article conveys some information:

Stimulation of cultured epithelial cells with scatter factor/hepatocyte growth factor (HGF) results in individual cells detaching and assuming a migratory and invasive phenotype. Epithelial scattering recapitulates cancer progression and studies have implicated HGF signaling as a driver of cancer metastasis. Inhibitors of HGF signaling have been proposed to act as anti-cancer agents. The authors previously screened a small mol. library for compounds that block HGF-induced epithelial scattering. Most hits identified in this screen exhibit anti-mitotic properties. Here the authors assess the biol. mechanism of a compound that blocks HGF-induced scattering with limited anti-mitotic activity. Analogs of this compound have one of two distinct activities: inhibiting either cell migration or cell proliferation with cell cycle arrest in G2/M. Each activity bears unique structure-activity relationships. The mechanism of action of anti-mitotic compounds is by inhibition of microtubule polymerization; these compounds entropically and enthalpically bind tubulin in the colchicine binding site, generating a conformational change in the tubulin dimer.1H-Imidazol-2-amine(cas: 7720-39-0Electric Literature of C3H5N3) was used in this study.

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Electric Literature of C3H5N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2017,Fahrenbach, Albert C.; Giurgiu, Constantin; Tam, Chun Pong; Li, Li; Hongo, Yayoi; Aono, Masashi; Szostak, Jack W. published 《Common and Potentially Prebiotic Origin for Precursors of Nucleotide Synthesis and Activation》.Journal of the American Chemical Society published the findings.Category: imidazoles-derivatives The information in the text is summarized as follows:

We have recently shown that 2-aminoimidazole is a superior nucleotide activating group for nonenzymic RNA copying. Here we describe a prebiotic synthesis of 2-aminoimidazole that shares a common mechanistic pathway with that of 2-aminooxazole, a previously described key intermediate in prebiotic nucleotide synthesis. In the presence of glycolaldehyde, cyanamide, phosphate and ammonium ion, both 2-aminoimidazole and 2-aminooxazole are produced, with higher concentrations of ammonium ion and acidic pH favoring the former. Given a 1:1 mixture of 2-aminoimidazole and 2-aminooxazole, glyceraldehyde preferentially reacts and cyclizes with the latter, forming a mixture of pentose aminooxazolines, and leaving free 2-aminoimidazole available for nucleotide activation. The common synthetic origin of 2-aminoimidazole and 2-aminooxazole and their distinct reactivities are suggestive of a reaction network that could lead to both the synthesis of RNA monomers and to their subsequent chem. activation. In the experiment, the researchers used many compounds, for example, 1H-Imidazol-2-amine(cas: 7720-39-0Category: imidazoles-derivatives)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Photoredox chemistry in the synthesis of 2-aminoazoles implicated in prebiotic nucleic acid synthesis》 was written by Liu, Ziwei; Wu, Long-Fei; Bond, Andrew D.; Sutherland, John D.. HPLC of Formula: 7720-39-0 And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:

Prebiotically plausible ferrocyanide-ferricyanide photoredox cycling oxidatively converts thiourea to cyanamide, while HCN is reductively homologated to intermediates which either react directly with the cyanamide giving 2-aminoazoles, or have the potential to do so upon loss of HCN from the system. Thiourea itself is produced by heating ammonium thiocyanate, a product of the reaction of HCN and hydrogen sulfide under UV irradiation The experimental part of the paper was very detailed, including the reaction process of 1H-Imidazol-2-amine(cas: 7720-39-0HPLC of Formula: 7720-39-0)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.HPLC of Formula: 7720-39-0

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Frontiers in Chemistry (Lausanne, Switzerland) included an article by Driowya, Mohsine; Guillot, Regis; Bonnet, Pascal; Guillaumet, Gerald. Application In Synthesis of 1H-Imidazol-2-amine. The article was titled 《Development of novel and efficient processes for the synthesis of 5-amino and 5-iminoimidazo[1,2-a]imidazoles via three-component reaction catalyzed by zirconium(IV) chloride》. The information in the text is summarized as follows:

The synthesis of new 5-amino and 5-iminoimidazo[1,2-a]imidazoles were developed through a three-component reaction of 1-unsubstituted 2-aminoimidazoles with various aldehydes and isocyanides mediated by zirconium(IV) chloride. The protocols were established considering the reactivity of the starting substrate, which varies depending on the presence of a substituent on the 2-aminoimidazole moiety. A library of new N-fused ring systems with wide structural diversification, novel synthetic and potential pharmacol. interest was obtained in moderate to good yields. After reading the article, we found that the author used 1H-Imidazol-2-amine(cas: 7720-39-0Application In Synthesis of 1H-Imidazol-2-amine)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Application In Synthesis of 1H-Imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem